Polyvinylamine derivatives having hydrophilic centers, processes for their preparation and the use of the compounds as a medicament, active compound carrier and foodstuff auxiliary

• US 5,430,110 A
• Filed: 07/21/1993
• Issued: 07/04/1995
• Est. Priority Date: 07/22/1992
• Status: Expired due to Term

• Current Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Original Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Inventors: Granzer, Ernold, Xu, Guan-Yu, Glombik, Heiner, Ahlers, Michael, Walch, Axel, Mullner, Stefan, Grabley, Susanne
• Primary Examiner(s): Lipman, Bernard
• Application Number:
  US08/095,623
• Time in Patent Office: 713 Days
• Field of Search: 525/328.2, 525/328.4
• US Class Current: 525/328.2
• CPC Class Codes: A61P 3/06 Antihyperlipidemics
• CPC Class Codes: A61P 3/12 for electrolyte homeostasis
• CPC Class Codes: C08F 126/02 by a single or double bond to nitrogen
• CPC Class Codes: C08F 8/12 Hydrolysis
• CPC Class Codes: C08F 8/20 Halogenation
• CPC Class Codes: C08F 8/26 Removing halogen atoms or halogen-containing groups from the molecule
• CPC Class Codes: C08F 8/30 Introducing nitrogen atoms or nitrogen-containing groups
• CPC Class Codes: C08F 8/44 Preparation of metal salts or ammonium salts

Abstract

Polyvinylamine derivatives having hydrophilic centers, processes for their preparation and the use of the compounds as a medicament, active compound carrier and foodstuff auxiliary.

Polyvinylamine derivatives containing hydrophilic centers, of the formula I ##STR1## in which R¹, R², R³, X, w, x, y and z have the meanings given, and a process for their preparation, and the use of these compounds as medicaments, active compound carriers and foodstuff auxiliaries are described. Highly pure polyvinylamines having the recurring unit of the formula Ia ##STR2## the preparation of which is likewise described, are used in particular as starting substances for the preparation.

Claims

1. A polyvinylamine derivative containing hydrophilic centers, of the formula I ##STR17## in which R¹ is a substituent chosen from the group comprising:

5. thereof. 2. A polyvinylamine derivative as claimed in claim 1, in which z is zero.

6. A polyvinylamine derivative as claimed in claim 1, in which z is 0.005 to 0.3.

7. A medicament comprising a compound as claimed in claim 1.

2. --(CH₂)_n --CH₃, in which n is an integer from 3 to 21, branched alkyl having 3 to 21 carbon atoms or straight-chain or branched alkenyl having up to 21 carbon atoms,cycloalkyl or cycloalkenyl having in each case 5-12 carbon atoms, or mono-, di- or trisubstituted cycloalkyl or cycloalkenyl having in each case 5-12 ring carbon atoms andaryl, arylalkyl or arylalkenyl, in which the aryl radicals are mono- or polynuclear, can be mono- to trisubstituted and can contain heteroatoms,

X is a single bond,

a bridge group or

a hydrophilic spacer for linking the hydrophobic radical R¹,

R² is R_A --Y, R_B or R_C, in which

Y is a bridge group or a spacer which allows R_A to be linked to the polymer,

R_A is a hydrophilic or amphiphilic substituent chosen from the group comprising:

##STR18##

3. 4. --(CH₂)_c --B, in which B is a pyrrolidinyl, piperidinyl or morpholinyl radical bonded via N,--(CH₂)_a --D.sup.•

A.sup.⊕

, in which D.sup.•

is pyridinium, pyrimidinium or imidazolinium, ##STR19## in which, for the substituents described under 1. to 6., a is an integer from 2 to 16,

b is zero, 1, 2 or 3,

c is an integer from 2 to 6,

d is an integer from 6 to 17 and

A is a physiologically tolerated anion,

R_B 1. is a cholic acid bonded via the 3-α

-OH or 24-COOH group directly or via a spacer, or

2.

4. is a tauro- or glycocholic acid which is bonded via the 3α

-OH or tauro or glyco function directly or via a spacer,

R_C is a hydrophilic cyclic radical or a glucopyranuronic acid radical,

R³ is a crosslinking group chosen from the group comprising;

##STR20## in which Z is oxygen or NH, ##STR21## in which, in the groups described under 1. to 7., e is an integer from 3 to 12,

f is an integer from 1 to 6,

g is an integer from 1 to 8,

h is an integer from 1 to 7,

k is an integer from 4 to 8 and

R⁴ is hydrogen or CH₃,

and in which

w is 0.1-0.995,

x is 0.0-0.8,

y is 0.01-0.8 and

z is zero or 0.005-0.3, and w+x+y+z=1, or a physiologically tolerated salt